Oahu Villas

Oahu is filled with a mix of natural and cultural wonders. The world-famous Waikiki beach is a tropical playground.   Nature lovers will enjoy a walk through Oahu’s tropical rainforests, admiring the flora and viewing the colorful birds.  Aside from the magnificent scenery, historical sites such as the National Historical Landmark, Pearl Harbor, is fascinating to visit. You can also truly immerse yourself in the Hawaiian culture on Oahu and experience a lu’au at the Polynesian Cultural Center. Read More

About Oahu

With no shortage of things to do, you will truly enjoy your experience on the active and vibrant island of Oahu. more

6+ Bedroom Oahu Villas

    • Grand Kailua Beachside Photo
    • Grand Kailua Beachside Kailua
    • 7 BR
      8 BA
    • A Grand Beachside Estate on beautiful Kailua Beach.

    • Rates by Request
    • beachfront Pool
    • Mini Resort Photo
    • Mini Resort Kahala
    • 7 BR
      6.5 BA
    • Though you may never want to leave, this Kahala Beach estate is ideally located close to Waikiki & Honolulu and is a great base for you to set out on your Hawaiian Adventures.

    • $4,000$4,600 / night
    • beachfront Pool
    • Paradise Cove Photo
    • Paradise Cove Kahala
    • 7 BR
      7.5 BA
    • If paradise had a home it would be here, in the sun, on the beach, nestled in a cove at the foot of Diamond Head.

    • Rates by Request
    • beachfront Pool
    • Lanikai Orchid Photo
    • Lanikai Orchid Kailua
    • 6 BR
      6.5 BA
    • Next to the tranquil, turquoise waters and powdery white sand beaches of Lanikai, you will find a Mediterranean-inspired jewel inviting you to experience the magic of Hawaii.

    • $3,250$4,500 / night
    • beachfront Pool
    • Sullivan Estate Photo
    • Sullivan Estate Haleiwa
    • 6 BR
      5.5 BA
    • The Sullivan Estate is a luxurious 6 bedroom estate located on the North Shore of Oahu, just 40 minutes from Honolulu's world-class shopping, dining and the excitement of Waikiki.

    • Rates by Request
    • Pool
    • Swaying Palms Photo
    • Swaying Palms Kailua
    • 6 BR
      6 BA
    • This luxury home is full of amenities, right on the sands of the world renowned Kailua Beach

    • $3,500$5,625 / night
    • beachfront Pool

4–5 Bedroom Oahu Villas

    • Banyan Tree Beach Estate Photo
    • Banyan Tree Beach Estate Honolulu
    • 5 BR
      5.5 BA
    • Vacation in this beautiful Hawaii Kai rental, known island wide for its huge Oceanfront Banyan Tree which casts a graceful shade over the expansive green lawn that extends down to the beach on Oahu’s Hawaii Kai.

    • $2,750$3,200 / night
    • Hale Ohana O Kekai Photo
    • Hale Ohana O Kekai Pupukea
    • 5 BR
      7 BA
    • Experience the beauty and charm of Hale Ohana O Kekai (Family House by the Sea).

    • $3,250$5,250 / night
    • beachfront Pool
    • Kahala Breeze Photo
    • Kahala Breeze Oahu
    • 5 BR
      4 BA
    • A beautiful island getaway nestled on a quiet street in the heart of Oahu's luxury neighborhood of Kahala.

    • $2,500$2,750 / night
    • Villa Lanikai Alii Photo
    • Villa Lanikai Alii Kailua
    • 5 BR
      4.5 BA
    • Ali'i in Hawaiian means "king", and there is none more majestic than this villa!

    • $3,750 / night
    • beachfront Pool
    • Diamond Head Hawaii Lani Photo
    • Diamond Head Hawaii Lani Diamond Head
    • 4 BR
      4 BA
    • Diamond Head Hawaii Lani is an elegant, contemporary home with beautiful architectural design and panoramic ocean views in a private tropical setting.

    • $2,000 / night
    • Pool
    • Empress at Diamond Head Photo
    • Empress at Diamond Head Diamond Head
    • 4 BR
      3.5 BA
    • The Empress is located at the slopes of Diamond Head, Honolulu’s most prestigious neighborhood.

    • $4,800$5,500 / night
    • beachfront Pool
    • Hale Koa Photo
    • Hale Koa Laie
    • 4 BR
      4.5 BA
    • Experience the beauty and charm of this one-of-a-kind, resort style home.

    • $1,560$3,120 / night
    • beachfront Pool
    • Hale Maluhia Photo
    • Hale Maluhia Honolulu
    • 4 BR
    • Known for it’s daily display of rainbows, Manoa Valley will not disappoint. Lounge by the pool of and enjoy cool breezes, rain forest mists and the world’s brightest rainbows.

    • $1,500$1,750 / night
    • Pool
    • Kalani Photo
    • Kalani Honolulu
    • 4 BR
      4.5 BA
    • Stunning beachfront villa with 4 Bedrooms and 4.5 Bathrooms based in Honolulu.

    • $2,500$3,750 / night
    • beachfront Pool
    • Paradise Beach Estate Photo
    • Paradise Beach Estate Waikiki
    • 4 BR
      4.5 BA
    • Beautiful island sunsets, crystal blue oceans, white sand beaches and an exclusive beach front estate on the picturesque South Shore of Oahu are waiting for you.

    • $3,000$3,500 / night
    • beachfront Pool
    • Pili Lani Estate Photo
    • Pili Lani Estate Oahu
    • 4 BR
      4.5 BA
    • Sparkling white sand beaches and crystal clear turquoise oceans await you at this beautiful oceanfront oasis.

    • $4,000$4,600 / night
    • Waterfront
    • Tropical Oasis Photo
    • Tropical Oasis Kahala
    • 4 BR
      4.5 BA
    • Redesigned to reflect a casual, yet elegant atmosphere.

    • $1,500$1,750 / night
    • Pool
    • Villa Soluna Photo
    • Villa Soluna Oahu
    • 4 BR
    • This gorgeous 13,000 sq ft oceanfront property was completely remodeled in 2009 and features a double gate with semi-circular driveway and a beautiful re-landscaped garden with a new extensive, travertine tiled lanai.

    • $2,500$3,050 / night
    • Waterfront

3 Bedroom Oahu Villas

    • Hale Hikina Photo
    • Hale Hikina Lanikai
    • 3.5 BR
      4.5 BA
    • Ensconce yourself in unpretentious luxury.

    • $2,700$3,325 / night
    • beachfront Pool
    • Bali Estate Photo
    • Bali Estate Oahu
    • 3 BR
      2 BA
    • Experience Hawaii in the most Luxurious way possible, in your private Balinese Estate.

    • $2,000$2,500 / night
    • Pool
    • Diamond Head Tiki Estate Photo
    • Diamond Head Tiki Estate Honolulu
    • 3 BR
      3.5 BA
    • Relax at this rare, 3 bedroom hideaway situated on one of the most sought after estates on Oahu and enjoy the best Hawaii has to offer.

    • $1,250$1,500 / night
    • Pool
    • Hale Kai Nani 1 Photo
    • Hale Kai Nani 1 Haleiwa
    • 3 BR
      2 BA
    • Come to Oahu’s North Shore and relish paradise in this charming and discreet 3 bedroom, 2 bathroom luxury home dressed in Old Hawaiian Style.

    • $1,000$1,500 / night
    • beachfront
    • Vintage Hawaiian Estate Photo
    • Vintage Hawaiian Estate Oahu
    • 3 BR
      3 BA
    • Retreat into this Vintage 1930s hideaway that graces the enchanting upscale neighborhood of Black Point.

    • Rates by Request
    • Pool
    • Waverider Estate Photo
    • Waverider Estate Pupukea
    • 3 BR
      2 BA
    • This luxury custom home is located in a quiet gated community directly beachfront at Velzyland, with miles of beautiful sandy beach and world class surf break right outside your door.

    • $1,199$1,750 / night
    • beachfront

1–2 Bedroom Oahu Villas

No villas were found.

More About Oahu Villa Rentals

Located in the middle of the Pacific Ocean, Hawaii embodies Polynesian warmth.  The beaches are magnificent, the people are delightful, and the fresh Hawaiian cuisine is delectable.  You’ll enjoy the many activities on the islands including golfing on world-class courses, scuba diving, surfing, swimming with dolphins, and hiking up volcanoes.  There’s no better way to enjoy the Aloha spirit than relaxing in your luxurious private villa.

Our Hawaii villa rentals are perfect for any occasion, including weddings, honeymoons, family gatherings, trips with friends. Depending on your preference, you can reside on a hillside with panoramic views of turquoise ocean reef and rainbow-kissed mountains, or on the beach, just steps away from the pristine sand and crystal blue water. Our Hawaii villas range in size from one to six bedrooms. In addition, some of our Hawaii villas offer maid service and a variety of amenities including a pool, gourmet kitchen, cable TV, WiFi, and indoor/outdoor dining.

Our villas in Hawaii are located on The Big Island, Oahu, and Maui – each offering something unique.

Browse through our luxury selection of the most sought-after villas and vacation homes on Hawaii. Call today to plan your villa getaway at 800.832.2302.